Condensed-cyclic compound and organic light-emitting device including the same

ABSTRACT

A condensed-cyclic compound is represented by Formula 1: 
     
       
         
         
             
             
         
       
     
     where X 1  and R 1  to R 10  are as defined in the specification, and at least one of R 1  to R 10  is a group represented by Formula 2, and at least one of R 1  to R 10  is a group represented by Formula 3: 
     
       
         
         
             
             
         
       
     
     where L 1 , L 2 , Ar 1  to Ar 4 , a1 and a2 are as defined in the specification.

CROSS-REFERENCE TO RELATED APPLICATION

Korean Patent Application No. 10-2014-0194328, filed on Dec. 30, 2014,in the Korean Intellectual Property Office, and entitled:“Condensed-Cyclic Compound and Organic Light-Emitting Device Includingthe Same,” is incorporated by reference herein in its entirety.

BACKGROUND

1. Field

Embodiments relate to a condensed-cyclic compound and an organiclight-emitting device including the same.

2. Description of the Related Art

Organic light-emitting devices (OLEDs) are self-emission devices thathave wide viewing angles, high contrast ratios, and short responsetimes. In addition, the OLEDs exhibit excellent luminance, drivingvoltage, and response speed characteristics, and produce full-colorimages.

The organic light-emitting device may include a first electrode disposedon a substrate, and a hole transport region, an emission layer, anelectron transport region, and a second electrode, which aresequentially disposed on the first electrode. Holes provided from thefirst electrode may move toward the emission layer through the holetransport region, and electrons provided from the second electrode maymove toward the emission layer through the electron transport region.The holes and the electrons are recombined in the emission layer toproduce excitons. These excitons change from an excited state to aground state to thereby generate light.

SUMMARY

Embodiments are directed to a condensed-cyclic compound is representedby Formula 1:

wherein, in Formulae 1 to 3,

X₁ is selected from O, S, N-(L₃)_(a3)-(Ar₅), and Si(R₁₁)(R₁₂);

L₁ to L₃ are each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group:

a1 to a3 are each independently selected from 0, 1, 2, and 3; when a1 is2 or greater, two or more L₁s are identical to or different from eachother, when a2 is 2 or greater, two or more L₂s are identical to ordifferent from each other, and, when a3 is 2 or greater, two or more L₂sare identical to or different from each other;

Ar₁ to Ar₅ are each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group;

R₁ to R₁₂ are each independently selected from a group represented byFormula 2, a group represented by Formula 3, a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁-C₆₀alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₁)(Q₂)(Q₃);

at least one of R₁ to R₁₀ is a group represented by Formula 2, and atleast one of R₁ to R₁₀ is a group represented by Formula 3;

at least one substituent of the substituted C₃-C₁₀ cycloalkylene group,substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted a divalent non-aromatic condensed polycyclic group,substituted a divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group and substituted monovalent non-aromatic condensedheteropolycyclic group is selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₁₁)(Q₁₂)(Q₁₃);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₂₁)(Q₂₂)(Q₂₃); and

-   -   —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ are eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

According to one or more exemplary embodiments, an organiclight-emitting device includes a first electrode; a second electrodefacing the first electrode; and an organic layer that is disposedbetween the first electrode and the second electrode and comprises anemission layer, wherein the organic layer comprises at least one type ofthe condensed-cyclic compound.

BRIEF DESCRIPTION OF THE DRAWING

Features will become apparent to those of skill in the art by describingin detail exemplary embodiments with reference to the attached drawingin which:

FIG. 1 illustrates a schematic view of an organic light-emitting deviceaccording to an embodiment.

DETAILED DESCRIPTION

Example embodiments will now be described more fully hereinafter withreference to the accompanying drawings; however, they may be embodied indifferent forms and should not be construed as limited to theembodiments set forth herein. Rather, these embodiments are provided sothat this disclosure will be thorough and complete, and will fullyconvey exemplary implementations to those skilled in the art.

In the drawing figures, the dimensions of layers and regions may beexaggerated for clarity of illustration. It will also be understood thatwhen a layer or element is referred to as being “on” another layer orsubstrate, it can be directly on the other layer or substrate, orintervening layers may also be present. Further, it will be understoodthat when a layer is referred to as being “under” another layer, it canbe directly under, and one or more intervening layers may also bepresent. In addition, it will also be understood that when a layer isreferred to as being “between” two layers, it can be the only layerbetween the two layers, or one or more intervening layers may also bepresent. Like reference numerals refer to like elements throughout.

As used herein, the term “and/or” includes any and all combinations ofone or more of the associated listed items. Expressions such as “atleast one of,” when preceding a list of elements, modify the entire listof elements and do not modify the individual elements of the list.

A condensed-cyclic compound is represented by Formula 1:

In Formula 1, X₁ may be selected from O, S, N-(L₃)_(a3)-(Ar₅), andSi(R₁₁)(R₁₂). In some embodiments, X₁ may be O.

In Formula 1, R₁ to R₁₂ may be each independently selected from a grouprepresented by Formula 2, a group represented by Formula 3, a hydrogen,a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedheterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and —Si(Q₁)(Q₂)(Q₃).

In Formula 1, at least one of R₁ to R₁₀ is a group represented byFormula 2, and at least one of R₁ to R₁₀ is a group represented byFormula 3.

In Formulae 1 to 3,

L₁ to L₃ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group.

In some embodiments, in Formulae 1 to 3, L₁ to L₃ may be eachindependently selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group.

In some embodiments, in Formulae 1 to 3, L₁ to L₃ are each independentlyselected from groups represented by Formulae 3-1 to 3-35:

In Formulae 3-1 to 3-35,

Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), or Si(Z₆)(Z₇);

Z₁ to Z₇ are each independently selected from a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group.

d1 is an integer selected from 1 to 4, d2 is an integer selected from 1to 3, d3 is an integer selected from 1 to 6, d4 is an integer selectedfrom 1 to 8, d5 is an integer of 1 or 2, d6 is an integer selected from1 to 5, and * and *′ are a binding site to a neighboring atom.

In another embodiment, in Formulae 2 and 2, L₁ to L₃ may be eachindependently selected from:

a phenylene group, a naphthylene group, a pyridinylene group, adibenzofuranylene group, and a dibenzothiophenylene group; and

a phenylene group, a naphthylene group, a pyridinylene group, adibenzofuranylene group, and a dibenzothiophenylene group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₁₀ alkyl group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, and a triazinyl group.

In another embodiment, in Formulae 1 to 3, L₁ to L₃ may be eachindependently selected from groups represented by Formulae 4-1 to 4-29:

In Formulae 4-1 to 4-29, * and *′ are a binding site to a neighboringatom.

In Formulae 1 to 3, a1, a2, and a3 may be each independently selectedfrom 0, 1, 2, and 3. In Formula 2, a1 denotes the number of L₁, and,when a1 is 2 or greater, two or more L₁s may be identical to ordifferent from each other. For example, when a1 is 0, *-(L₁)_(a1)-*′ isa single bond. In Formula 3, a2 denotes the number of L₂, and, when a2is 2 or greater, two or more L₂s may be identical to or different fromeach other. For example, when a2 is 0, *-(L₂)_(a2)-*′ is a single bond.In Formula 1, a3 denotes the number of L₃, and, when a3 is 2 or greater,two or more L₃s may be identical to or different from each other. Forexample, when a3 is 0, *-(L₃)_(a3)-*′ is a single bond. In someembodiments, a1, a2, and a3 may be each independently 0, 1, or 2. Insome embodiments, a1, a2, and a3 may be each independently 0 or 1.

In Formulae 2 and 3, Ar₁ to Ar₄ may be each independently selected froma substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group.

In some embodiments, in Formulae 1 to 3, Ar₁ to Ar₅ may be eachindependently selected from:

a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an isoindolyl group, an indolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group; and

a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an isoindolyl group, an indolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a phenanthrolinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group.

In another embodiment, in Formulae 1 to 3, Ar₁ to Ar₅ may be eachindependently selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, and animidazopyrimidinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, and animidazopyrimidinyl group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, and a naphthyl group.

In some embodiments, in Formulae 1 to 3, Ar₁ to Ar₅ may be eachindependently selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenylgroup, a pyridinyl group, a pyrimidinyl group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenylgroup, a pyridinyl group, a pyrimidinyl group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a phenanthrenyl group, a pyridinylgroup, a pyrimidinyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₃₁ to Q₃₃ are each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, and a naphthyl group.

In Formula 1, R₁ to R₁₀ may be each independently selected from:

a group represented by Formula 2, a group represented by Formula 3, ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, and animidazopyrimidinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, and animidazopyrimidinyl group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃); and

—Si(Q₁)(Q₂)(Q₃),

wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ are each independently selected from aC₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, and anaphthyl group.

In some embodiments, in Formula 1, R₁ to R₁₀ may be each independentlyselected from:

a group represented by Formula 2, a group represented by Formula 3, ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₁₀ alkyl group, and a alkoxy group;

a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinylgroup, and a triazinyl group;

a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinylgroup, and a triazinyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, a triazinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃); and

—Si(Q₁)(Q₂)(Q₃),

wherein Q₁ to Q₃ and Q₃₁ to Q₃₃ are each independently selected from aC₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, and anaphthyl group.

In some embodiments, R₁₁ and R₁₂ may be each independently selectedfrom:

a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₁₀ alkyl group, and a C₁-C₁₀ alkoxy group;

a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinylgroup, and a triazinyl group; and

a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinylgroup, and a triazinyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, a triazinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃)

In some embodiments, in Formulae 1 to 3,

Ar₁ to Ar₅ may be each independently selected from groups represented byFormulae 5-1 to 5-43, and

R₁ to R₁₀ may be each independently selected from a group represented byFormula 2, a group represented by Formula 3, a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, —Si(Q₁)(Q₂)(Q₃), and groups represented by Formulae 5-1 to 5-43,wherein Q₁ to Q₃ are each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, and a naphthyl group:

In Formulae 5-1 to 5-43,

Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), or Si(Z₃₆)(Z₃₇);

Z₃₁ to Z₃₇ are each independently selected from a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group,

e2 is an integer of 1 or 2, e3 is an integer selected from 1 to 3, e4 isan integer selected from 1 to 4, e5 is an integer selected from 1 to 5,e6 is an integer selected from 1 to 6, e7 is an integer selected from 1to 7, e8 is an integer selected from 1 to 8, e9 is an integer selectedfrom 1 to 9, and * is a binding site to a neighboring atom.

In another embodiment, in Formulae 1 to 3,

Ar₁ to Ar₅ may be each independently selected from groups represented byFormulae 6-1 to 6-40, and

R₁ to R₁₀ may be each independently selected from a group represented byFormula 2, a group represented by Formula 3, a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₂₀ alkoxygroup, —Si(Q₁)(Q₂)(Q₃), a phenyl group, a naphthyl group, a pyridinylgroup, a pyrimidinyl group, and a triazinyl group, wherein Q₁ to Q₃ areeach independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, and a naphthyl group:

In Formulae 6-1 to 6-40, * is a binding site to a neighboring atom.

In Formula 1, two substituents of R₁ to R₁₀ may be each selected from agroup represented by Formula 2 and a group represented by Formula 3.

In some embodiments, the condensed-cyclic compound represented byFormula 1 may be represented by one of Formulae 1-1 to 1-6:

In Formulae 1-1 to 1-6, X₁, L₁ to L₃, a1 to a3, Ar₁ to Ar₅, and R₁ toR₁₂ may be each the same as defined herein.

In some embodiments, in Formulae 1-1 to 1-6,

both a1 and a2 may each be 0;

a1 may be 0, and a2 may be 1 or 2;

a1 may be 1 or 2, and a2 may be 0;

both a1 and a2 may each be 1;

a1 may be 1, and a2 may be 2;

a1 may be 2, and a2 may be 1; or

both a1 and a2 may each be 2.

In some embodiments, in Formulae 1-1 to 1-6.

both a1 and a2 may each be 0;

a1 may be 0, and a2 may be 1;

a1 may be 1, and a2 may be 0; or

both a1 and a2 may each be 1.

In some embodiments, in Formulae 1-1 to 1-6,

Ar₁=Ar₂=Ar₃=Ar₄;

Ar₁=Ar₃, Ar₂=Ar₄, and Ar₂≠Ar₃;

Ar₁=Ar₃, Ar₂≠Ar₄, and Ar₂≠Ar₃; or

Ar₁≠Ar₂≠Ar₃≠Ar₄.

In some embodiments, the condensed-cyclic compound represented byFormula 1 may be represented by one of Formulae 1-1(A) to 1-1(D):

In Formulae 1-1(A) to 1-1(D),

X₁ may be O or S,

L₁ and L₂ may be each independently selected from a phenylene group, anaphthylene group, a pyridinylene group, a pyrimidinylene group and atriazinylene group; and

a phenylene group, a naphthylene group, a pyridinylene group, apyrimidinylene group, and a triazinylene group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, and a triazinyl group,

Ar₁ to Ar₄ may be each independently selected from groups represented byFormulae 5-1 to 5-43,

R₁ to R₃, R₅ to R₈, and R₁₀ may be each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, and a triazinyl group.

In some embodiments, R₁ to R₃, R₅ to R₈, and R₁₀ may be eachindependently a hydrogen.

For example, the condensed-cyclic compound represented by Formula 1 maybe one of Compounds 1 to 100:

The condensed-cyclic compound represented by Formula 1 having an aminegroup and a boryl group in the molecule thereof may have a high glasstransition temperature (Tg) or a high melting point. In this regard, thecondensed-cyclic compound may have high heat-resistance against Joule'sheat generated in an organic layer or between an organic layer and anelectrode and may have high durability in high-temperature environments.An organic light-emitting device manufactured using the condensed-cycliccompound represented by Formula 1 may have high durability when storedor operated.

Also, due to an empty p-orbital in the boron atom, the condensed-cycliccompound represented by Formula 1 including a boryl group in thecompound may have a high electron attracting property. The compound mayhave a high electron injection property and a high electron transportingproperty. An organic light-emitting device including thecondensed-cyclic compound may have excellent light-emitting efficiency.

In addition, the condensed-cyclic compound represented by Formula 1 mayhave a high electron density due to π-conjugation in the compound andthus may have high light-emitting efficiency.

The condensed-cyclic compound represented by Formula 1 may besynthesized by a suitable organic synthetic method as may be understoodto one of skill in the art by referring to examples used herein.

At least one of the condensed-cyclic compounds represented by Formula 1may be used in between a pair of electrodes in an organic light-emittingdevice. In some embodiments, the condensed-cyclic compound may beincluded in a hole transport region, for example, a hole transportlayer. In some embodiments, the condensed-cyclic compound may beincluded in an emission layer. An organic light-emitting device mayinclude a first electrode, a second electrode facing the firstelectrode, and an organic layer that is disposed between the firstelectrode and the second electrode and includes an emission layer,wherein the organic layer includes the condensed-cyclic compoundrepresented by Formula 1.

As used herein, the expression the “(organic layer) includes at leastone condensed-cyclic compound” may be construed as meaning the “(organiclayer) may include one condensed-cyclic compound represented by Formula1 or two different condensed-cyclic compounds represented by Formula 1”.

For example, the organic layer may include only Compound 1 as thecondensed-cyclic compound. In this regard, Compound 1 may be included inthe emission layer of an organic light-emitting device. In someembodiments, the organic layer may include Compound 1 and Compound 2 asthe condensed-cyclic compounds. Here, Compound 1 and Compound 2 may beincluded in the same layer (e.g., both Compound 1 and Compound 2 may beincluded in an emission layer) or in different layers (e.g., Compound 1may be included in the hole transport layer and Compound 2 in theemission layer).

The organic layer may include i) a hole transport region that isdisposed between the first electrode (an anode) and the emission layerand includes at least one of a hole injection layer, a hole transportlayer, a buffer layer, and an electron blocking layer, and ii) anelectron transport region that is disposed between the emission layerand the second electrode (a cathode) and includes at least one of a holeblocking layer, an electron transport layer, and an electron injectionlayer. At least one of the hole transport region and the emission layermay include the condensed-cyclic compound represented by Formula 1. Forexample, the hole transport region may include a hole transport layerthat includes at least one of the condensed-cyclic compounds representedby Formula 1.

As used herein, the term the “organic layer” refers to a single layerand/or a plurality of layers disposed between the first electrode andthe second electrode in an organic light-emitting device. The organiclayer may include other materials besides an organic material

FIG. 1 illustrates a schematic view of an organic light-emitting device10 according to an embodiment. The organic light-emitting device 10includes a first electrode 110, an organic layer 150, and a secondelectrode 190.

Hereinafter, a structure and a method of manufacturing the organiclight-emitting device according to an embodiment will be described withreference to FIG. 1.

Referring to FIG. 1, a substrate may be additionally disposed under thefirst electrode 110 or on the second electrode 190. The substrate may bea substrate with excellent mechanical strength, thermal stability,transparency, surface smoothness, ease of handling, and waterresistance, such as a glass substrate or transparent plastic substrate.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode on the substrate. When thefirst electrode 110 is an anode, the material for the first electrodemay be selected from materials with a high work function to allow holesto be easily injected. The first electrode 110 may be a reflectiveelectrode, a semi-transmissive electrode, or a transmissive electrode.The material for the first electrode may be a transparent and highlyconductive material. Examples of such a material include indium tinoxide (ITO), indium zinc oxide (IZO), tin oxide (SnO₂), and zinc oxide(ZnO). When the first electrode 110 is a semi-transmissive electrode ora reflective electrode, as a material for forming the first electrode,at least one selected from magnesium (Mg), aluminum (Al),aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), andmagnesium-silver (Mg—Ag) may be used.

The first electrode 110 may have a single-layer structure, or amulti-layer structure including a plurality of layers. For example, thefirst electrode 110 may have a triple-layer structure of ITO/Ag/ITO.

The organic layer 150 may be disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regiondisposed between the first electrode and the emission layer, and anelectron transport region disposed between the emission layer and thesecond electrode.

The hole transport region may include at least one selected from a holeinjection layer (HIL), a hole transport layer (HTL), a buffer layer, andan electron blocking layer (EBL), and the electron transport region mayinclude at least one selected from a hole blocking layer (HBL), anelectron transport layer (ETL), and an electron injection layer (EIL).

The hole transport region may have a single-layered structure formed ofa single material, a single-layered structure formed of a plurality ofdifferent materials, or a multi-layered structure having a plurality oflayers formed of a plurality of different materials.

For example, the hole transport region may have a single-layeredstructure formed of a plurality of different materials, or a structureof hole injection layer/hole transport layer, a structure of holeinjection layer/hole transport layer/buffer layer, a structure of holeinjection layer/buffer layer, a structure of hole transport layer/bufferlayer, or a structure of hole injection layer/hole transportlayer/electron blocking layer, wherein layers of each structure aresequentially stacked from the first electrode 110 in this stated order.

When the hole transport region includes a hole injection layer, the holeinjection layer may be formed on the first electrode 110 by a suitablemethod, such as vacuum-deposition, spin coating, casting,Langmuir-Blodgett (LB) method, ink-jet printing, laser-printing, orlaser-induced thermal imaging (LITI).

When a hole injection layer is formed by vacuum-deposition, thevacuum-deposition may be performed at a deposition temperature in arange of about 100° C. to about 500° C., a vacuum degree of about 10⁻⁸torr to about 10⁻³ torr, and a deposition rate in a range of about 0.01Å/sec to about 100 Å/sec in consideration of a compound for a holeinjection layer to be deposited, and the structure of a hole injectionlayer to be formed.

When a hole injection layer is formed by spin coating, the spin coatingmay be performed at a coating rate of about 2,000 rpm to about 5,000rpm, and at a temperature of about 80° C. to 200° C. in consideration ofa compound for a hole injection layer to be deposited, and the structureof a hole injection layer to be formed.

When the hole transport region includes a hole transport layer, the holetransport layer may be formed on the first electrode 110 or the holeinjection layer by a suitable method, such as vacuum-deposition, spincoating, casting, LB method, ink-jet printing, laser-printing, or LITI.When the hole transport layer is formed by vacuum-deposition or spincoating, conditions for vacuum-deposition and coating may be similar toto the above-described vacuum-deposition and coating conditions forforming the hole injection layer.

The hole transport region may include at least one selected fromm-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, a spiro-TPD, a spiro-NPB,α-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonicacid (Pani/CSA),(polyaniline)/poly(4-styrenesulfonate) (PANI/PSS), a compoundrepresented by Formula 201 below, and a compound represented by Formula202 below:

In Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be the same as defined in connection with L₁ providedherein;

xa1 to xa4 may be each independently selected from 0, 1, 2, and 3; and

xa5 may be selected from 1, 2, 3, 4, and 5;

R₂₀₁ to R₂₀₄ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

In some embodiments, in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be each independently selected from

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorene group, a dibenzofluorenegroup, a phenanthrenylene group, an anthracenylene group, a pyrenylenegroup, a chrysenylene group, a pyridinylene group, a pyrazinylene group,a pyrimidinylene group, a pyridazinylene group, a quinolinylene group,an isoquinolinylene group, a quinoxalinylene group, a quinazolinylenegroup, a carbazolylene group, and a triazinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group;

xa1 to xa4 may be each independently selected from 0, 1, and 2;

xa5 may be selected from 1, 2, and 3;

R₂₀₁ to R₂₀₄ may be each independently selected from

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, an azulenyl group, a fluorenyl group, aspino-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group.

The compound represented by Formula 201 may be represented by Formula201A:

In some embodiments, the compound represented by Formula 201 may berepresented by Formula 201A-1:

In some embodiments, the compound represented by Formula 202 may berepresented by Formula 202A:

In Formulae 201A, 201A-1, and 202A, descriptions of L₂₀₁ to L₂₀₃, xa1 toxa3, xa5, and R₂₀₂ to R₂₀₄ may be understood by referring to thedescriptions provided herein, R₂₁₁ is the same as defined in connectionwith R₂₀₃, and R₂₁₃ to R₂₁₆ may be each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group.

The compound represented by Formula 201 and the compound represented byFormula 202 may include Compounds HT1 to HT20.

A thickness of the hole transport region may be in a range of about 100Å to about 10,000 Å, for example, about 100 Å to about 1,000 Å. When thehole transport region includes a hole injection layer and a holetransport layer, the thickness of the hole injection layer may be in arange of about 100 Å to about 10,000 Å, or, for example, about 100 Å toabout 1,000 Å, and the thickness of the hole transport layer may be in arange of about 50 Å to about 2,000 Å, or, for example, about 100 Å toabout 1,500 Å. When the thicknesses of the hole transport region, thehole injection layer, and the hole transport layer are within theseranges, excellent hole transport characteristics may be obtained withouta substantial increase in driving voltage.

The hole transport region may further include, in addition to thementioned materials above, a charge-generating material to improveconductive properties. The charge-generating material hole transportregion.

The charge-generating material may be, for example, a p-dopant. Thep-dopant may be one selected from a quinone derivative, a metal oxide,and a cyano group-containing compound. For example, non-limitingexamples of the p-dopant include a quinone derivative, such astetracyanoquinonedimethane (TCNQ) or2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ); ametal oxide, such as a tungsten oxide or a molybdenum oxide, andCompound HT-D1 illustrated below.

The hole transport region may further include, in addition to the holeinjection layer and the hole transport layer, at least one selected froma buffer layer and an electron blocking layer. The buffer layer maycompensate for an optical resonance distance according to a wavelengthof light emitted from the emission layer. Accordingly, light-emissionefficiency of a formed organic light-emitting device may be improved. Asa material included in the buffer layer, materials that are included inthe hole transport region may be used. The electron blocking layer mayhelp prevent the injection of electrons from the electron transportregion.

An emission layer may be formed on the first electrode 110 or the holetransport region by a suitable method, such as vacuum-deposition, spincoating, casting, LB method, ink-jet printing, laser-printing, or LITI.When the emission layer is formed by vacuum-deposition or spin coating,deposition and coating conditions for the emission layer may bedetermined by referring to the deposition and coating conditions for thehole injection layer.

When the organic light-emitting device 10 is a full color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub pixel. In some implementations, the emission layermay have a stacked structure of a red emission layer, a green emissionlayer, and a blue emission layer, or may include a red-light emissionmaterial, a green-light emission material, and a blue-light emissionmaterial, which may be mixed with each other in a single layer, to emitwhite light.

The emission layer may include the condensed-cyclic compound representedby Formula 1.

The emission layer may include a host and a dopant. The dopant mayinclude the condensed-cyclic compound represented by Formula 1.

The host may include at least one selected from TPBi, TBADN, AND (alsoknown as “DNA”), CBP, CDBP, and TCP:

In some implementations, the host may further include a compoundrepresented by Formula 301:

Ar₃₀₁-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb2)  <Formula 301>

In Formula 301,

Ar₃₀₁ may be selected from:

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene;

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene,naphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃) (where, Q₃₀₁ to Q₃₀₃ are each independentlyselected from a hydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₆-C₆₀ aryl group, and a C₁-C₆₀ heteroaryl group);

L₃₀₁ may be the same as defined in connection with L₁;

R₃₀₁ may be selected from:

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazole group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazole group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group;

xb1 may be selected from 0, 1, 2, and 3;

xb2 may be selected from 1, 2, 3, and 4;

In some embodiments, in Formula 301,

L₃₀₁ may be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, and a chrysenylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, and a chrysenylene group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, and a chrysenyl group;

R₃₀₁ may be selected from:

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and a chrysenyl group.

In some embodiment, the host may include a compound represented byFormula 301A:

The descriptions for Formula 301A may be understood by referring to thedescriptions provided herein.

The compound represented by Formula 301 may include at least onecompound selected from Compounds H1 to H42 below:

In some embodiments, the host may include at least one selected fromCompounds H43 to H49 below:

The dopant may include at least one selected from a fluorescent dopantand a phosphorescent dopant. When the dopant includes a fluorescentdopant, the fluorescent dopant may include the condensed-cyclic compoundrepresented by Formula 1.

The fluorescent dopant may include at least one selected from DPAVBi,BDAVBi, TBPe, DCM, DCJTB, Coumarin 6, and C545T, in addition to thecondensed-cyclic compound represented by Formula 1.

In the emission layer, an amount of the dopant may be in a range ofabout 0.01 part to about 15 parts by weight based on 100 parts by weightof the host.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, or, for example, about 200 Å to about 600 Å. When thethickness of the emission layer is within this range, excellentlight-emission characteristics may be obtained without a substantialincrease in driving voltage.

Then, an electron transport region may be disposed on the emissionlayer.

The electron transport region may include at least one selected from ahole blocking layer, an electron transport layer (ETL), and an electroninjection layer, as examples.

For example, the electron transport region may have a structure ofelectron transport layer/electron injection layer or a structure of holeblocking layer/electron transport layer/electron injection layer,wherein layers of each structure are sequentially stacked from theemission layer in the stated order.

In some embodiments, the organic layer 150 of the organic light-emittingdevice may include an electron transport region disposed between theemission layer and the second electrode 190.

When the electron transport region includes a hole blocking layer, thehole blocking layer may be formed on the emission layer by a suitablemethod, such as vacuum-deposition, spin coating, casting, LB method,ink-jet printing, laser-printing, or LITI. When the hole blocking layeris formed by vacuum-deposition or spin coating, deposition and coatingconditions for the hole blocking layer may be determined by referring tothe deposition and coating conditions for the hole injection layer.

The hole blocking layer may include, for example, at least one selectedfrom BCP and Bphen.

A thickness of the hole blocking layer may be in a range of about 20 Åto about 1,000 Å, or, for example, about 30 Å to about 300 Å. When thethickness of the hole blocking layer is within this range, excellenthole blocking characteristics may be obtained without a substantialincrease in driving voltage.

The electron transport region may include an electron transport layer.The electron transport layer may be formed on the emission layer or thehole blocking layer by a suitable method, such as vacuum deposition,spin coating, casting, LB method, ink-jet printing, laser-printing, orLITI. When the electron transport layer is formed by using vacuumdeposition or spin coating, vacuum deposition and coating conditions forthe electron transport layer may be determined by referring to thevacuum deposition and coating conditions for the hole injection layer.

In some embodiments, the electron transport layer may include at leastone selected from a compound represented by Formula 601 and a compoundrepresented by Formula 602:

Ar₆₀₁-[(L₆₀₁)_(xe1)-E₆₀₁]_(xe2)  <Formula 601>

wherein, in Formula 601,

Ar₆₀₁ may be selected from:

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene,naphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene,naphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, C₁-C₆₀ alkyl group, C₂-C₆₀alkenyl group, C₂-C₆₀ alkynyl group, C₁-C₆₀ alkoxy group, C₃-C₁₀cycloalkyl group, C₁-C₁₀ heterocycloalkyl group, C₃-C₁₀ cycloalkenylgroup, C₁-C₁₀ heterocycloalkenyl group, C₆-C₆₀ aryl group, C₆-C₆₀aryloxy group, C₆-C₆₀ arylthio group, C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, and —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃)(where Q₃₀₁ to Q₃₀₃ are each independently selected from a hydrogen, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, C₆-C₆₀ aryl group, and aC₂-C₆₀ heteroaryl group);

L₆₀₁ may be the same as defined in connection with L₂₀₁;

E₆₀₁ may be selected from:

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinylgroup, and an imidazopyrimidinyl group; and

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinylgroup, and an imidazopyrimidinyl group, each substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, apentalenyl group, an indenyl group, a naphthyl group, an azulenyl group,a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinylgroup, and an imidazopyrimidinyl group;

xe1 may be selected from 0, 1, 2, and 3; and

xe2 may be selected from 1, 2, 3, and 4.

wherein, in Formula 601,

X₆₁₁ may be N or C-(L₆₁₁)_(xe611)-R₆₁₁, X₆₁₂ may be N orC-(L₆₁₂)_(xe612)-R₆₁₂, X₆₁₃ may be N or C-(L₆₁₃)_(xe613)-R₆₁₃, and atleast one selected from X₆₁₁ to X₆₁₃ may be N:

L₆₁₁ to L₆₁₆ may be each the same as defined in connection with L₁provided herein;

R₆₁₁ to R₆₁₆ may be each independently selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and triazinyl; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, an azulenyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group;

xe611 to xe616 may be each independently selected from 0, 1, 2, and 3.

The compound represented by Formula 601 and the compound represented byFormula 602 may be each independently selected from Compounds ET1 toET15 illustrated below:

In some embodiments, the electron transport layer may include at leastone selected from BCP, Bphen, Alq₃, BAlq, TAZ, and NTAZ.

A thickness of the electron transport layer may be in a range of about100 Å to about 1000 Å, or, for example, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within this range,excellent electron transport characteristics may be obtained without asubstantial increase in driving voltage.

The electron transport layer may further include a metal-containingmaterial in addition to the materials described above.

The metal-containing material may include a Li complex. The Li complexmay include, for example, Compound ET-D1 (lithium quinolate, LiQ) orET-D2.

The electron transport region may include an electron injection layerthat facilitates electron injection from the second electrode 190.

The electron injection layer may be formed on the electron transportlayer by a suitable method, such as vacuum-deposition, spin coating,casting, LB method, ink-jet printing, laser-printing, or LITI. When theelectron injection layer is formed by vacuum-deposition or spin coating,vacuum-deposition and coating conditions for the electron injectionlayer may be determined by referring to the vacuum-deposition andcoating conditions for the hole injection layer.

The electron injection layer may include at least one selected from,LiF, NaCl, CsF, Li₂O, BaO, and LiQ.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, or, for example, about 3 Å to about 90 Å. When thethickness of the electron injection layer is within this range,excellent electron injection characteristics may be obtained without asubstantial increase in driving voltage.

The second electrode 190 is disposed on the organic layer 150. Thesecond electrode 190 may be a cathode that is an electron injectionelectrode, and in this regard, a material for forming the secondelectrode 190 may be a material having a low work function. Such amaterial may be metal, alloy, an electrically conductive compound, or amixture thereof. Detailed examples of the second electrode 190 includelithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li),calcium (Ca), magnesium-indium (Mg—In), and magnesium-silver (Mg—Ag). Insome embodiments, the material for forming the second electrode 190 maybe ITO or IZO. The second electrode 190 may be a semi-transmissiveelectrode or a transmissive electrode.

The organic light-emitting device has been described with reference toFIG. 1. It is to be understood that the organic light-emitting devicemay have other suitable structures.

The term “C₁-C₆₀ alkyl group” used herein refers to a linear or branchedaliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms.Examples thereof include a methyl group, an ethyl group, a propyl group,an iso-butyl group, a sec-butyl group, a tert-butyl group, a pentylgroup, an iso-amyl group, and a hexyl group. The term “C₁-C₆₀ alkylenegroup” used herein refers to a divalent group having the same structureas a C₁-C₆₀ alkyl group.

The term “C₁-C₆₀ alkoxy group” used herein refers to a monovalent grouprepresented by -OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group). Examplesthereof include a methoxy group, an ethoxy group and an isopropyloxygroup.

The term “C₂-C₆₀ alkenyl group” used herein refers to a hydrocarbongroup formed by substituting at least one carbon double bond in themiddle or at the terminal of the C₂-C₆₀ alkyl group. Examples thereofinclude an ethenyl group, a propenyl group, and a butenyl group. Theterm “C₂-C₆₀ alkenylene group” used herein refers to a divalent grouphaving the same structure as a C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group” used herein refers to a hydrocarbongroup formed by substituting at least one carbon triple bond in themiddle or at the terminal of the C₂-C₆₀ alkyl group. Examples thereofinclude an ethynyl group and a propynyl group. The term “C₂-C₆₀alkynylene group” used herein refers to a divalent group having the samestructure as a C₂-C₆₀ alkynyl group.

The term “C₃-C₁₀ cycloalkyl group” used herein refers to a monovalentmonocyclic saturated hydrocarbon group including 3 to 10 carbon atoms.Examples thereof include a cyclopropyl group, a cyclobutyl group, acyclopentyl group, a cyclohexyl group, and a cycloheptyl group. The term“C₃-C₁₀ cycloalkylene group” used herein refers to a divalent grouphaving the same structure as a C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group” used herein refers to amonovalent monocyclic group including at least one hetero atom selectedfrom N, O, Si, P, and S as a ring-forming atom and 1 to 10 carbon atoms.Examples thereof include a tetrahydrofuranyl group and atetrahydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group”used herein refers to a divalent group having the same structure as aC₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group” used herein refers to a monovalentmonocyclic group that has 3 to 10 carbon atoms and at least one doublebond in its ring, and which is not aromatic. Examples thereof include acyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group.The term “C₃-C₁₀ cycloalkenylene group” used herein refers to a divalentgroup having the same structure as a C₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group” used herein refers to amonovalent monocyclic group including at least one hetero atom selectedfrom N, O, Si, P, and S as a ring-forming atom, 1 to 10 carbon atoms,and at least one double bond in its ring. Examples of the C₁-C₁₀heterocycloalkenyl group include a 2,3-hydrofuranyl group and a2,3-hydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkenylene group”used herein refers to a divalent group having the same structure as aC₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group” used herein refers to a monovalent groupincluding a carbocyclic aromatic system having 6 to 60 carbon atoms. Theterm “C₆-C₆₀ arylene group” used herein refers to a divalent groupincluding a carbocyclic aromatic system having 6 to 60 carbon atoms.Examples of the C₆-C₆₀ aryl group include a phenyl group, a naphthylgroup, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, anda chrysenyl group. When the C₆-C₆₀ aryl group or the C₆-C₆₀ arylenegroup include a plurality of rings, the rings may be fused to eachother.

The term “C₁-C₆₀ heteroaryl group” used herein refers to a monovalentgroup having a carbocyclic aromatic system including at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom and 1 to 60carbon atoms. The term “C₁-C₆₀ heteroarylene group” used herein refersto a divalent group having a carbocyclic aromatic system including atleast one hetero atom selected from N, O, P, and S as a ring-formingatom and 1 to 60 carbon atoms. Examples of the C₁-C₆₀ heteroaryl groupinclude a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, apyridazinyl group, a triazinyl group, a quinolinyl group, and anisoquinolinyl group. When the C₁-C₆₀ heteroaryl group or the C₁-C₆₀heteroarylene group include a plurality of rings, the rings may be fusedto each other.

The term “C₆-C₆₀ aryloxy group” used herein indicates -OA₁₀₂ (whereinA₁₀₂ is the C₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio group used hereinindicates -SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀ aryl group).

The term “monovalent non-aromatic condensed polycyclic group” usedherein refers to a monovalent group that has two or more rings condensedto each other, only carbon atoms (for example, the number of carbonatoms may be in a range of 8 to 60) as ring forming atoms, wherein themolecular structure as a whole is non-aromatic in the entire molecularstructure. An example of the monovalent non-aromatic condensedpolycyclic group is a fluorenyl group. The term “divalent non-aromaticcondensed polycyclic group” used herein refers to a divalent grouphaving the same structure as the monovalent non-aromatic condensedpolycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group” usedherein refers to a monovalent group that has a plurality of ringscondensed to each other and a hetero atom selected from N, O, P, Si, andS, other than carbon atoms (for example, the number of carbon atoms maybe in a range of 2 to 60), as a ring-forming atom, wherein the molecularstructure as a whole is non-aromatic in the entire molecular structure.The monovalent non-aromatic condensed heteropolycyclic group may be acarbazolyl group, for example. The term “divalent non-aromatic condensedhetero-polycyclic group” used herein refers to a divalent group havingthe same structure as the monovalent non-aromatic condensedhetero-polycyclic group.

At least one substituent of the substituted C₃-C₁₀ cycloalkylene group,substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted a divalent non-aromatic condensed polycyclic group,substituted a divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, and substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from:

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₁₁)(Q₁₂)(Q₁₃);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₂₁)(Q₂₂)(Q₂₃); and

—Si(Q₃₁)(Q₃₂)(Q₃₃),

wherein Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃ and Q₃₁ to Q₃₃ are eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

“Ph” used herein refers to a phenyl group, “Me” refers to a methylgroup. “Et” refers to an ethyl group, and “ter-Bu” or “Bu” refers to atert-butyl group.

Hereinafter, an organic light-emitting device according to an embodimentwill be described in detail with reference to Synthesis Examples andExamples. The term “B was used instead of A” used in describingSynthesis Examples denotes that a molar equivalent of A was identical toa molar equivalent of B.

The following Examples and Comparative Examples are provided in order tohighlight characteristics of one or more embodiments, but it will beunderstood that the Examples and Comparative Examples are not to beconstrued as limiting the scope of the embodiments, nor are theComparative Examples to be construed as being outside the scope of theembodiments. Further, it will be understood that the embodiments are notlimited to the particular details described in the Examples andComparative Examples.

EXAMPLE Synthesis Example 1 Synthesis of Compound 4

Synthesis of Intermediate I-1

22.1 g (100 mmol) of 2-bromo-5-chloroanisole was dissolved in 500 ml ofTHF, and stirred in a N₂ atmosphere at −78° C. for 10 minutes. Then, 44mL of 2.5 M n-BuLi was slowly added thereto by using a dropping funnel,and the mixture was additionally stirred for 30 minutes. 10.4 g (110mmol) of trimethyl borate was slowly and dropwisely added thereto byusing a dropping funnel, and the mixture was additionally stirred for 3hours at room temperature. Next, an organic layer was extractedtherefrom once by using 300 ml of 1 M HCl and three times by using waterand diethylether. The organic layer was dried using magnesium sulfate,and a solvent was removed thereform by evaporation. The residue wasseparated and purified through a silica gel chromatography to obtain13.61 g of Intermediate I-1 (73 mmol, yield: 73%). The compound thusobtained was confirmed by using MS/FAB.

C₇H₈BClO₃ Cal. 186.40. Found. 186.47.

Synthesis of Intermediate I-2

13.61 g (73 mmol) of Intermediate I-1, 36.6 g (110 mmol) of1-bromo-4-iodonaphthalene, 8.67 g (7.5 mmol) of Pd(PPh₃)₄, and 31.1 g(225 mmol) of K₂CO₃ were added to 1 L of THF/H₂O (at a volume ratio of9:1) solution, and stirred at 80° C. for 12 hours. The reaction mixturewas cooled to room temperature, and an organic layer was extractedtherefrom three times by using 500 mL of water and 500 mL ofdiethylether. The organic layer was dried using magnesium sulfate, and asolvent was removed thereform by evaporation. The residue was separatedand purified through a silica gel chromatography to obtain 17.73 g ofIntermediate I-2 (51 mmol, yield: 70%). The compound thus obtained wasconfirmed by using MS/FAB.

C₇H₈BClO₃ Cal. 347.64. Found. 347.71.

Synthesis of Compound 4

Synthesis of Intermediate I-3

3.47 g (10 mmol) of Intermediate I-2 was dissolved in 500 mL of THF, and4 mL of n-BuLi (2.5 M in hexane) was added thereto and stirred at −78°C. Then, a solution prepared by dissolving 2.40 g (10 mmol) ofbis(3,5-dimethylphenyl)fluoroborane in 10 mL of THF was slowly anddropwisely added to the reaction mixture, stirred for 3 hours, andcooled to room temperature. Water was added to the reaction mixture, andan organic layer was extracted three times by using 30 mL ofethylacetate. The organic layer was dried using magnesium sulfate, and asolvent was removed thereform by evaporation. The residue was separatedand purified through a silica gel chromatography to obtain 3.72 g ofIntermediate I-3 (yield: 76%). The compound thus obtained was confirmedby using MS/FAB.

C₃₃H₃₀BClO Cal. 488.86. Found. 488.75.

Synthesis of Intermediate I-4

2.45 g (5 mmol) of Intermediate I-3, 1.57 g (5 mmol) ofbis(4-(trimethylsilyl)phenyl)amine, 0.09 g (0.1 mmol) of Pd₂(dba)₃, 0.01g (0.1 mmol) of PtBu₃, and 0.72 g (7.5 mmol) of NaOtBu were dissolved in8 mL of toluene and reflux-stirred at 85° C. for 4 hours. The reactionmixture was cooled to room temperature, and an organic layer wasextracted therefrom three times by using 50 mL of water and 50 mL ofdiethylether. The organic layer was dried using magnesium sulfate, and asolvent was removed therefrom by evaporation. The residue was separatedand purified through a silica gel chromatography to obtain 3.06 g ofIntermediate I-4 (yield: 80%). The compound thus obtained was confirmedby using MS/FAB.

C₅₁H₅₅BNOSi₂ Cal. 765.99. Found. 765.87.

Synthesis of Intermediate I-5

3.83 g (5 mmol) of Intermediate I-4 was dissolved in 50 mL ofmethylenechloride (MC), and 0.7 mL (7.5 mmol) of BBr₃ was slowly anddropwisely added thereto at −78° C. The reaction mixture was heated toroom temperature and was stirred for 24 hours at room temperature. Whenthe reaction was completed, 15 mL of MeOH and 30 mL of H₂O were addedthererto, and an organic layer was extracted therefrom three times byusing 30 mL of MC. The organic layer was dried using magnesium sulfate,and a solvent was removed thereform by evaporation. The residue wasseparated and purified through a silica gel chromatography to obtain3.38 g of Intermediate I-5 (yield: 80%). The compound thus obtained wasconfirmed by using MS/FAB.

C₅₀H₅₄BNOSi₂ Cal. 751.97. Found. 751.87.

Synthesis of Compound 14

3.76 g (5 mmol) of Intermediate I-5 and 3.58 g (25 mmol) of Cu₂O(copper(I) oxide) were dissolved in 50 mL of nitrobenzene, and themixture was reflux-stirred at 180° C. for 12 hours. Then, afterevaporating of a solvent therefrom, an organic layer was extracted threetimes by using 30 mL of H₂O and 30 mL of MC, the organic layer was driedusing magnesium sulfate, and a solvent was removed therefrom byevaporation. The residue was separated and purified through a silica gelchromatography to obtain 3.18 g of Compound 4 (yield: 85%). The compoundthus obtained was confirmed by using MS/FAB and 1H NMR.

C₅₀H₅₂BNOSi₂ Cal. 749.95. Found. 749.87.

Synthesis Example 2 Synthesis of Compound 11

Synthesis of Intermediate I-6

3.32 g (yield: 72%) of Intermediate I-6 was prepared in the same manneras in the synthesis of Intermediate I-3, except thatfluorodi-ortho-tolylborane was used instead ofbis(3,5-dimethylphenyl)fluoroborane. The compound thus obtained wasconfirmed by using MS/FAB.

C₃₁B₂₆BClO Cal. 460.81. Found. 460.98.

Synthesis of Intermediate I-7

12 g (yield: 82%) of Intermediate I-7 was prepared in the same manner asin the synthesis of Intermediate I-4, except that Intermediate I-6 wasused instead of Intermediate I-3 and9,9-dimethyl-N-(naphthalen-2-yl)-9H-fluoren-2-amine instead ofbis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₆H₄₆BNO Cal. 759.80. Found. 759.75.

Synthesis of Intermediate I-8

3.47 g (yield: 93%) of Intermediate I-8 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-7was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₅H₄₄BNO Cal. 745.77. Found. 745.75.

Synthesis of Compound 11

3.16 g (yield: 85%) of Compound 11 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-8 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₅₅H₄₂BNO Cal. 743.76. Found. 743.57.

Synthesis Example 3 Synthesis of Compound 22

Synthesis of Intermediate I-9

3.81 g (yield: 78%) of Intermediate I-9 was prepared in the same manneras in the synthesis of Intermediate I-3, except thatbis(2,6-dimethylphenyl)fluoroborane was used instead ofbis(3,5-dimethylphenyl)fluoroborane. The compound thus obtained wasconfirmed by using MS/FAB.

C₃₁H₂₆BClO Cal. 488.86. Found. 488.85.

Synthesis of Intermediate I-10

3.13 g (yield: 79%) of Intermediate I-10 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-9was used instead of Intermediate I-3 and5′-fluoro-N-phenyl-[1,1′:3′,1″-terphenyl]-4′-amine instead ofbis(4-(trimethylsilyl) phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₇H₄₇BFNO Cal. 791.82 Found. 791.89.

Synthesis of Intermediate I-11

3.5 g (yield: 90%) of Intermediate I-11 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-10was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₆H₄₅BFNO Cal. 777.79. Found. 777.35.

Synthesis of Compound 22

3.37 g (yield: 87%) of Compound 22 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-11 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₅₆H₄₃BFNO Cal. 775.77. Found. 775.47′.

Synthesis Example 4 Synthesis of Compound 34

Synthesis of Intermediate I-12

3.88 g (yield: 75%) of Intermediate I-12 was prepared in the same manneras in the synthesis of Intermediate I-3, except thatfluorodimethylborane was used instead ofbis(3,5-dimethylphenyl)fluoroborane.

C₃₅H₃₄BClO Cal. 516.92. Found. 516.98.

Synthesis of Intermediate I-13

2.99 g (yield: 71%) of Intermediate I-13 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-12was used instead of Intermediate I-13 andN-([1,1′-biphenyl]-2-yl)-9,9-dimethyl-9H-fluoren-2-amine instead ofbis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₂H₅₆BNO Cal. 841.95 Found. 841.98.

Synthesis of Intermediate I-14

3.52 g (yield: 85%) of Intermediate I-14 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-13was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₁H₅₄BNO Cal. 827.92. Found. 827.98.

Synthesis of Compound 34

3.34 g (yield: 81%) of Compound 34 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-11 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₆₁H₅₂BNO Cal. 825.90. Found. 825.92.

Synthesis Example 5 Synthesis of Compound 37

Synthesis of Intermediate I-15

2.98 g (yield: 73%) of Intermediate I-15 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-12was used instead of Intermediate I-3 andN-([1,1′-biphenyl]-2-yl)dibenzo[b,d]furan-4-amine instead ofbis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₉H₅₀BNO₂ Cal. 815.86 Found. 815.97.

Synthesis of Intermediate I-16

3.57 g (yield: 89%) of Intermediate I-16 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-15was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₈H₄₈BNO₂ Cal. 801.84 Found. 801.80.

Synthesis of Compound 37

3.28 g (yield: 82%) of Compound 37 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-16 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₅₈H₄₆BNO₂ Cal. 799.82. Found. 799.82.

Synthesis Example 6 Synthesis of Compound 44

Synthesis of Intermediate I-17

3.22 g (yield: 78%) of Intermediate I-17 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-12was used instead of Intermediate I-3 andN-([1,1′-biphenyl]-2-yl)phenanthren-2-amine instead ofbis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₁H₅₂BNO Cal. 825.90 Found. 825.95.

Synthesis of Intermediate I-18

3.69 g (yield: 91%) of Intermediate I-18 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-17was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₀H₅₀BNO Cal. 811.88 Found. 811.92.

Synthesis of Compound 44

3.52 g (yield: 87%) of Compound 44 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-18 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₆₀H₄₈BNO Cal. 809.86. Found. 809.92.

Synthesis Example 7 Synthesis of Compound 55

Synthesis of Intermediate I-20

3.26 g (yield: 80%) of Intermediate I-20 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-17was used instead of Intermediate I-4 andN-(4-(trimethylsilyl)phenyl)-[1,1′-biphenyl]-2-amine instead ofbis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₈H₄₈BNOSi Cal. 813.92 Found. 813.91.

Synthesis of Intermediate I-21

3.48 g (yield: 87%) of Intermediate I-21 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-20was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₅₇H₄₈BNOSi Cal. 799.90. Found. 799.92.

Synthesis of Compound 55

3.27 g (yield: 82%) of Compound 55 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-21 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₅₇H₄₄BNOSi Cal. 797.88. Found. 797.92.

Synthesis Example 8 Synthesis of Compound 73

Synthesis of Intermediate I-22

3.37 g (yield: 72%) of Intermediate I-22 was prepared in the same manneras in the synthesis of Intermediate I-3, except thatfluorobis(4-fluorophenyl)borane was used instead ofbis(3,5-dimethylphenyl)fluoroborane. The compound thus obtained wasconfirmed by using MS/FAB.

C₂₉H₂OBClF₂O Cal. 468.73 Found. 468.82.

Synthesis of Intermediate I-23

2.69 g (yield: 81%) of Intermediate I-23 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-22was used instead of Intermediate I-3 and N-(o-tolyl)naphthalen-2-amineand bis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

Synthesis of Intermediate I-24

2.70 g (yield: 83%) of Intermediate I-24 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-23was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₄₅H₃₂BF₂NO Cal. 651.56. Found. 651.58.

Synthesis of Compound 73

2.82 g (yield: 87%) of Compound 73 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-24 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₄₅H₃₀BF₂NO Cal. 649.55. Found. 649.75.

Synthesis Example 9 Synthesis of Compound 84

Synthesis of Intermediate I-25

3.53 g (yield: 82%) of Intermediate I-25 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-12was used instead of Intermediate I-3 and5′-fluoro-N-mesityl-[1,1′:3′,1″-terphenyl]-4′-amine instead ofbis(4-(trimethylsilyl) phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₂H₅₇BFNO Cal. 861.95 Found. 861.98.

Synthesis of Intermediate I-26

3.77 g (yield: 89%) of Intermediate I-26 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-25was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₁H₅₅BFNO Cal. 847.44 Found. 847.58.

Synthesis of Compound 84

3.72 g (yield: 88%) of Compound 84 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-26 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₆₁H₅₃BFNO Cal. 845.91. Found. 845.91.

Synthesis Example 10 Synthesis of Compound 90

Synthesis of Intermediate I-27

3.48 g (10 mmol) of Intermediate I-2, 4.18 g (10 mmol) of2-(5-(diphenylboranyl)naphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,0.58 g (0.5 mmol) of Pd(PPh₃)₄, and 2.76 g (20 mmol) of K₂CO₃ were addedto 200 mL of THF/H₂O (at a volume ratio of 5:1) solution, and stirred at80° C. for 12 hours. The reaction mixture was cooled to roomtemperature, and an organic layer was extracted therefrom three times byusing 50 mL of water and 50 mL of diethylether. The organic layer wasdried using magnesium sulfate, and a solvent was removed thereform byevaporation. The residue was separated and purified through a silica gelchromatography to obtain 3.97 g of Intermediate I-27 (yield: 71%). Thecompound thus obtained was confirmed by using MS/FAB.

C₃₉H₂₈BClO Cal. 558.91 Found. 558.94.

Synthesis of Intermediate I-28

3.17 g (yield: 74%) of Intermediate I-28 was prepared in the same manneras in the synthesis of Intermediate I-4, except that Intermediate I-27was used instead of Intermediate I-3 andN-([1,1′-biphenyl]-2-yl)dibenzo[b,d]furan-4-amine instead ofbis(4-(trimethylsilyl)phenyl)amine. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₃H₄₄BNO₂ Cal. 857.86 Found. 857.98.

Synthesis of Intermediate I-29

3.42 g (yield: 81%) of Intermediate I-29 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-28was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₂H₄₂BNO₂ Cal. 843.83 Found. 843.95.

Synthesis of Compound 90

3.54 g (yield: 84%) of Compound 90 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-29 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₆₂H₄₀BNO₂ Cal. 841.81. Found. 841.82.

Synthesis Example 11 Synthesis of Compound 96

Synthesis of Intermediate I-30

6.70 g (yield: 69%) of Intermediate I-30 was prepared in the same manneras in the synthesis of Intermediate I-27, except that Intermediate I-12was used instead of Intermediate I-2 andN-([1,1′-biphenyl]-2-yl)-5′-fluoro-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)[1,1′:3′,1″-terphenyl]-4′-amineinstead of2-(5-(diphenylboranyl)naphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.The compound thus obtained was confirmed by using MS/FAB.

C₇₁H₅₉BFNO Cal. 972.07 Found. 972.11.

Synthesis of Intermediate I-31

3.59 g (yield: 75%) of Intermediate I-31 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-30was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₇₀H₅₇BFNO Cal. 958.04 Found. 958.12.

Synthesis of Compound 96

3.54 g (yield: 84%) of Compound 96 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-29 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₆₂H₄₀BNO₂ Cal. 956.02. Found. 956.12.

Synthesis Example 12 Synthesis of Compound 99

Synthesis of Intermediate I-32

3.81 g (yield: 75%) of Intermediate I-32 was prepared in the same manneras in the synthesis of Intermediate I-27, except that2-(4-(diphenylboranyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanewas used instead of2-(5-(diphenylboranyl)naphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.The compound thus obtained was confirmed by using MS/FAB.

C₃₅H₂₆BClO Cal. 508.85 Found. 508.92.

Synthesis of Intermediate I-33

5.74 g (yield: 65%) of Intermediate I-33 was prepared in the same manneras in the synthesis of Intermediate I-27, except that Intermediate I-32was used instead of Intermediate I-2,N-([1,1′-biphenyl]-2-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)dibenzo[b,d]furan-4-amineinstead of2-(5-(diphenylboranyl)naphthalen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,and 1.16 g (1.0 mmol) of Pd(PPh₃)₄ was used. The compound thus obtainedwas confirmed by using MS/FAB.

C₆₅H₄₆BNO₂ Cal. 883.90 Found. 883.92.

Synthesis of Intermediate I-34

3.13 g (yield: 72%) of Intermediate I-34 was prepared in the same manneras in the synthesis of Intermediate I-5, except that Intermediate I-33was used instead of Intermediate I-4. The compound thus obtained wasconfirmed by using MS/FAB.

C₆₄H₄₄BNO₂ Cal. 869.87 Found. 869.92.

Synthesis of Compound 99

3.47 g (yield: 80%) of Compound 96 was prepared in the same manner as inthe synthesis of Compound 4, except that Intermediate I-34 was usedinstead of Intermediate I-5. The compound thus obtained was confirmed byusing MS/FAB and 1H NMR.

C₆₄H₄₂BNO₂ Cal. 867.85. Found. 867.88.

TABLE 1 MS/FAB Compound 1H NMR (CDCl₃, 400 MHz) Found Calc. 4 δ = 8.51(d, 1H), 7.96 (d, 1H), 7.89 (d, 1H), 7.80 (d, 1H), 749.87 749.957.38-7.19 (m, 6H), 6.82-6.74 (m, 11H), 6.68 (d, 1H), 2.1 (s, 12H), 0.24(s, 18H) 11 δ = 8.33 (d, 1H), 8.02 (d, 1H), 7.89-7.87 (m, 2H), 7.80 (d,1H), 743.57 743.76, 7.76-7.51 (m, 9H), 7.47-7.23 (m, 8H), 7.11-7.09 (m,2H), 6.95-6.89 (m, 3H), 6.7 (d, 1H), 6.56-6.54 (m, 2H), 2.38 (s, 6H),1.61 (s, 6H) 22 δ = 8.40 (d, 1H), 8.08 (d, 1H), 7.88 (d, 1H), 7.70-7.63(m, 5H), 775.47 775.77 7.51-7.50 (m, 5H), 7.40-7.39 (m, 2H), 7.33-7.30(m, 2H), 7.11-7.06 (m, 5H), 6.96-6.92 (m, 4H), 6.62 (d, 1H), 6.52 (d,1H), 6.39 (d, 1H), 6.24-6.22 (m, 2H), 2.17 (s, 12H) 34 δ = 8.40 (d, 1H),8.08 (d, 1H), 7.88-7.76 (m, 3H), 7.57-7.55 (m, 825.92 825.90, 2H),7.48-7.30 (m, 7H), 7.16-7.11 (m, 3H), 6.99-6.97 (m, 2H), 6.81-6.77 (m,5H), 6.66 (d, 1H), 6.44-6.38 (m, 3H), 2.2 (s, 12H), 2.18 (s, 6H), 1.61(s, 6H) 37 δ = 8.40 (d, 1H), 8.08 (d, 1H), 7.88-7.76 (m, 3H), 7.69-7.65(m, 799.82 799.82 2H), 7.57-7.30 (m, 9H), 7.14-7.12 (m, 2H), 6.99-6.92(m, 4H), 6.81-6.78 (m, 4H), 6.50 (d, 1H), 6.37-6.35 (m, 1H), 2.2 (s,12H), 2.18 (s, 6H) 44 δ = 8.46 (d, 1H), 8.40 (d, 1H), 8.08 (dd, 2H),7.88-7.81 (m, 809.92 809.86 3H), 7.67-7.65 (m, 1H), 7.59-7.54 (m, 5H),7.48-7.46 (m, 4H), 7.39-7.37 (m, 1H), 7.30-7.28 (m, 1H), 7.16-7.14 (m,1H), 6.99-6.94 (m, 3H) 6.81-6.75 (m, 5H), 6.60 (d, 1H), 6.44 (d, 1H),2.2 (s, 12H), 2.18 (s, 6H) 55 δ = 8.38 (d, 1H), 8.10 (dd, 2H), 7.96 (d,1H), 7.80-7.75 (m, 797.92 797.88 6H), 7.57-7.55 (m, 2H), 7.48-7.45 (m,3H), 7.44-7.30 (m, 12H), 7.20-7.15 (m, 2H), 6.98 (d, 1H), 6.80 (d, 1H),6.63-6.60 (m, 3H) 6.44 (d, 1H), 0.24 (s, 9H) 73 δ = 8.30 (d, 1H),7.96-7.84 (m, 4H), 7.59-7.44 (m, 4H), 649.75 649.55 7.32-7.30 (m, 5H),7.24-7.19 (m, 2H), 7.06 (d, 1H), 6.97-6.93 (m, 5H), 6.85-6.83 (m, 2H),6.63-6.59 (dd, 2H), 6.42 (d, 1H), 1.94 (s, 3H) 84 δ = 8.40 (d, 1H), 8.08(d, 1H), 7.88 (d, 1H), 7.69-7.67 (m, 3H), 845.91 845.91 7.65-7.63 (m,4H), 7.51-7.49 (m, 3H), 7.40-7.38 (m, 2H), 7.30-7.28 (m, 2H), 7.19 (d,1H), 6.83 (dd, 2H), 6.81-6.78 (m, 4H), 6.56 (d, 1H), 6.46 (d, 1H), 2.28(s, 3H), 2.26 (s, 6H), 2.20 (s, 12H), 2.18 (s, 6H) 90 δ = 8.41 (d, 1H),8.03 (d, 1H), 7.96-7.94 (m, 2H), 7.82 (d, 1H), 841.81 841.82 7.76-7.72(m, 4H), 7.73-7.65 (m, 3H), 7.60-7.54 (m, 8H), 7.49-7.40 (m, 4H),7.38-7.36 (m, 3H), 7.27-7.25 (m, 5H), 7.14-7.12 (m, 2H), 6.99 (d, 1H),6.94-6.92 (m, 3H), 6.50 (d, 1H), 6.37 (d, 1H) 96 δ = 8.28 (d, 1H), 8.08(d, 1H), 8.01 (d, 1H), 7.88 (d, 1H), 956.12 956.02 7.68-7.59 (m, 6H),7.58-7.50 (m, 8H), 7.46-7.38 (m, 6H), 7.30 (d, 1H), 7.19-7.13 (m, 3H),7.05-7.00 (m, 2H), 6.86 (m, 1H), 6.81-6.78 (m, 4H), 6.26-6.24 (m, 2H),2.2 (s, 12H), 2.18 (s, 6H) 99 δ = 8.35 (d, 1H), 7.95 (d, 1H), 7.83-7.81(m, 3H), 7.76-7.72 (m, 867.88 867.85 4H), 7.70-7.65 (m, 3H), 7.57-7.54(m, 8H), 7.51-7.46 (m, 3H), 7.40-7.38 (m, 6H), 7.26-7.22 (m, 4H),7.13-6.90 (m, 7H), 6.40-6.38 (m, 2H)

Example 1

A indium tin oxide (ITO) glass substrate (available from Corning) havingan ITO layer deposited thereon at a thickness of 15 Ω/cm2 (1,200 Å) wascut to a size of 50 mm×50 mm×0.7 mm, sonicated in isopropyl alcohol andpure water for 5 minutes each, and then cleaned with UV and ozone for 30minutes. The ITO glass substrate was then mounted on a vacuum depositor.

4,4′-Bis[N-phenyl-N-(9-phenylcarbazol-3-yl)amino]-1,1′-biphenyl (HT13)was deposited on the ITO glass substrate to form a hole injection layerhaving a thickness of 600 Å,N-[1,1′-biphenyl]-4-yl-9,9-dimethyl-N-[4-(9-phenyl-9H-carbazol-3-yl)phenyl]-9H-fluorene-2-amine(HT3) was deposited on the hole injection layer to form a hole transportlayer having a thickness of 300 Å, and thus a hole transport region wasprepared.

9,10-di-naphthalene-2-yl-anthracene (ADN), as a host, and Compound 4, asa dopant, were co-deposited at a weight ratio of 98:2 on the holetransport region to form an emission layer having a thickness of 300 Å.

Alga was deposited on the emission layer to form an electron transportlayer having a thickness of 300 Å, LiF was deposited on the electrontransport layer to form an electron injection layer having a thicknessof 10 Å, and thus an electron transport region was prepared.

Al was deposited on the electrode injection layer to form a cathodehaving a thickness of 3000 Å, thereby completing manufacture of anorganic light-emitting device.

Al was vacuum deposited on the electron transport region to form acathode having a thickness of 3,000 Å, thereby completing manufacture ofan organic light-emitting device.

Example 2

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 11 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 3

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 22 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 4

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 34 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 5

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 37 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 6

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 44 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 7

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 55 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 8

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 73 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 9

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 84 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 10

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 90 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 11

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 96 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Example 12

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound 99 was used instead of Compound 4 asa dopant in the formation of the emission layer.

Comparative Example 1

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound A was used instead of Compound 4 as adopant in the formation of the emission layer:

Comparative Example 2

An organic light-emitting device was manufactured in the same manner asin Example 1, except that Compound B was used instead of Compound 4 as adopant in the formation of the emission layer:

Evaluation Example 1

Driving voltages, current densities, luminances, efficiencies, andhalf-lives of the organic light-emitting devices prepared in Examples 1to 12 and Comparative Examples 1 and 2 were evaluated by using KethleySMU 236 and a luminance meter PR650, and the results are shown in Table2. The half-life is defined as the time for the luminance of an organiclight-emitting device to decline to 50% of its initial luminance.

TABLE 2 Driving Current Color of Emission voltage density LuminanceEfficiency emitted Half-life layer (V) (mA/cm²) (cd/m²) (cd/A) light(hr@100 mA/cm²) Example 1 Compound 4 6.72 50 2,990 5.98 blue 345 Example2 Compound 11 6.75 50 3,075 6.15 blue 294 Example 3 Compound 22 6.70 503,035 6.07 blue 312 Example 4 Compound 34 6.69 50 3,140 6.28 blue 323Example 5 Compound 37 6.72 50 3,190 6.38 blue 346 Example 6 Compound 446.70 50 3,090 6.18 blue 290 Example 7 Compound 55 6.73 50 3,150 6.30blue 331 Example 8 Compound 73 6.76 50 3,170 6.34 blue 309 Example 9Compound 84 6.70 50 3,205 6.41 blue 352 Example 10 Compound 90 6.68 503,160 6.32 blue 348 Example 11 Compound 96 6.69 50 3,145 6.29 blue 335Example 12 Compound 99 6.65 50 3,075 6.15 blue 355 Comparative CompoundA 6.96 50 2,730 5.46 blue 248 Example 1 Comparative Compound B 6.99 502,950 5.30 blue 295 Example 2

As shown in Table 2, driving voltages, luminances, efficiencies, andhalf-lives of the organic light-emitting devices prepared in Examples 1to 12 were excellent compared to those of the organic light-emittingdevices prepared in Comparative Examples 1 and 2.

As described above, according to the one or more of the aboveembodiments, an organic light-emitting device including thecondensed-cyclic compound may have a low driving voltage, highefficiency, high luminance, and long lifespan.

Example embodiments have been disclosed herein, and although specificterms are employed, they are used and are to be interpreted in a genericand descriptive sense only and not for purpose of limitation. In someinstances, as would be apparent to one of ordinary skill in the art asof the filing of the present application, features, characteristics,and/or elements described in connection with a particular embodiment maybe used singly or in combination with features, characteristics, and/orelements described in connection with other embodiments unless otherwisespecifically indicated. Accordingly, it will be understood by those ofskill in the art that various changes in form and details may be madewithout departing from the spirit and scope thereof as set forth in thefollowing claims.

What is claimed is:
 1. A condensed-cyclic compound represented byFormula 1:

wherein, in Formula 1, X₁ is selected from O, S, N-(L₃)_(a3)-(Ar₅), andSi(R₁₁)(R₁₂); R₁ to R₁₂ are each independently selected from a hydrogen,a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedheterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and —Si(Q₁)(Q₂)(Q₃), and at least one of R₁ to R₁₀ is a grouprepresented by Formula 2, and at least one of R₁ to R₁₀ is a grouprepresented by Formula 3:

wherein, in Formulae 1 to 3, L₁ to L₃ are each independently selectedfrom a substituted or unsubstituted C₃-C₁₀ cycloalkylene group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkylene group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group; a1to a3 are each independently selected from 0, 1, 2, and 3; when a1 is 2or greater, two or more L₁s are identical to or different from eachother, when a2 is 2 or greater, two or more L₂s are identical to ordifferent from each other, and, when a3 is 2 or greater, two or more L₂sare identical to or different from each other; Ar₁ to Ar₅ are eachindependently selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group;at least one substituent of the substituted C₃-C₁₀ cycloalkylene group,substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted a divalent non-aromatic condensed polycyclic group,substituted a divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group and substituted monovalent non-aromatic condensedheteropolycyclic group is selected from: a deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₁₁)(Q₁₂)(Q₁₃); a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, and a monovalentnon-aromatic condensed heteropolycyclic group; a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₂₁)(Q₂₂)(Q₂₃); and—Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ toQ₃₃ are each independently selected from a hydrogen, a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group.
 2. Thecondensed-cyclic compound as claimed in claim 1, wherein L₁ to L₃ areeach independently selected from: a phenylene group, a pentalenylenegroup, an indenylene group, a naphthylene group, an azulenylene group, aheptalenylene group, an indacenylene group, an acenaphthylene group, afluorenylene group, a spino-fluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylenc group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a phenylene group, a perylenylene group,a pentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group; and aphenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group.
 3. Thecondensed-cyclic compound as claimed in claim 1, wherein L₁ to L₃ areeach independently selected from groups represented by Formulae 3-1 to3-35:

wherein, in Formulae 3-1 to 3-35, Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), orSi(Z₆)(Z₇); Z₁ to Z₇ are each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group, d1 is an integer selected from1 to 4, d2 is an integer selected from 1 to 3, d3 is an integer selectedfrom 1 to 6, d4 is an integer selected from 1 to 8, d5 is an integer of1 or 2, d6 is an integer selected from 1 to 5, and * and *′ are abinding site to a neighboring atom.
 4. The condensed-cyclic compound asclaimed in claim 1, wherein L₁ to L₃ are each independently selectedfrom groups represented by Formulae 4-1 to 4-29:

wherein, in Formulae 4-1 to 4-29, * and *′ are a binding site to aneighboring atom.
 5. The condensed-cyclic compound as claimed in claim1, wherein a1 to a3 are each independently 0 or
 1. 6. Thecondensed-cyclic compound as claimed in claim 1, wherein Ar₁ to Ar₅ areeach independently selected from: a phenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, a heptalenyl group,an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group; and aphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, anazulenyl group, a heptalenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a naphthacenyl group, apicenyl group, a perylenyl group, a pentaphenyl group, a hexacenylgroup, a pentacenyl group, a rubicenyl group, a coronenyl group, anovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, an indazolyl group, a purinyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a cinnolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzoimidazolyl group, a benzofuranyl group, abenzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group,an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, anoxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinylgroup, and an imidazopyrimidinyl group, each substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, an azulenyl group, a heptalenyl group, anindacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independently selectedfrom a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, aphenanthrolinyl group, a benzoimidazolyl group, a benzofuranyl group, abenzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group,an isobenzoxazolyl group, a triazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolylgroup, a thiadiazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group.
 7. The condensed-cyclic compound as claimed inclaim 1, wherein Ar₁ to Ar₅ are each independently selected from: aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, and animidazopyrimidinyl group; and a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, animidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, animidazopyrimidinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ areeach independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, and a naphthyl group.
 8. The condensed-cycliccompound as claimed in claim 1, wherein Ar₁ to Ar₅ are eachindependently selected from: a phenyl group, a naphthyl group, afluorenyl group, a phenanthrenyl group, a pyridinyl group, a pyrimidinylgroup, a triazinyl group, a dibenzofuranyl group, and adibenzothiophenyl group; and a phenyl group, a naphthyl group, afluorenyl group, a phenanthrenyl group, a pyridinyl group, a pyrimidinylgroup, a triazinyl group, a dibenzofuranyl group, and adibenzothiophenyl group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a phenanthrenyl group, a pyridinyl group, a pyrimidinylgroup, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, and —Si(Q₃₁)(Q₃₂)(Q₃₃), wherein Q₃₁ to Q₃₃ are each independentlya C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, and anaphthyl group.
 9. The condensed-cyclic compound as claimed in claim 1,wherein R₁ to R₁₀ are each independently selected from: a grouprepresented by Formula 2, a group represented by Formula 3, a hydrogen,a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, anda C₁-C₂₀ alkoxy group; a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, animidazopyridinyl group, and an imidazopyrimidinyl group; a phenyl group,a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, an imidazopyridinyl group, and animidazopyrimidinyl group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃); and —Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ and Q₃₁ to Q₃₃are each independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, and a naphthyl group.
 10. Thecondensed-cyclic compound as claimed in claim 1, wherein R₁ to R₁₀ areeach independently selected from: a group represented by Formula 2, agroup represented by Formula 3, a hydrogen, a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₁₀ alkyl group, and a C₁-C₁₀ alkoxy group; aphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group,and a triazinyl group; a phenyl group, a naphthyl group, a pyridinylgroup, a pyrimidinyl group, and a triazinyl group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, a triazinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃); and —Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ and Q₃₁ to Q₃₃are each independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, and a naphthyl group.
 11. Thecondensed-cyclic compound as claimed in claim 1, wherein R₁₁ and R₁₂ areeach independently selected from: a hydrogen, a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₁₀ alkyl group, and a C₁-C₁₀ alkoxy group; aphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group,and a triazinyl group; a phenyl group, a naphthyl group, a pyridinylgroup, a pyrimidinyl group, and a triazinyl group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,C₁-C₁₀ alkyl group, C₁-C₁₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, a triazinyl group, and—Si(Q₃₁)(Q₃₂)(Q₃₃).
 12. The condensed-cyclic compound as claimed inclaim 1, wherein Ar₁ to Ar₄ are each independently selected from groupsrepresented by Formulae 5-1 to 5-43, and R₁ to R₁₀ are eachindependently selected from a group represented by Formula 2, a grouprepresented by Formula 3, a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, —Si(Q₁)(Q₂)(Q₃),and groups represented by Formulae 5-1 to 5-43, wherein Q₁ to Q₃ areeach independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, and a naphthyl group:

wherein, in Formulae 5-1 to 5-43, Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), orSi(Z₃₆)(Z₃₇); Z₃₁ to Z₃₇ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenylgroup, a pyrenyl group, a chrysenyl group, a pyridinyl group, apyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinylgroup, an isoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a carbazolyl group, and a triazinyl group; e2 is an integer of 1or 2, e3 is an integer selected from 1 to 3, e4 is an integer selectedfrom 1 to 4, e5 is an integer selected from 1 to 5, e6 is an integerselected from 1 to 6, e7 is an integer selected from 1 to 7, e8 is aninteger selected from 1 to 8, e9 is an integer selected from 1 to 9,and * is a binding site to a neighboring atom.
 13. The condensed-cycliccompound as claimed in claim 1, wherein Ar₁ to A₄ are each independentlyselected from groups represented by Formulae 6-1 to 6-40, and R₁ to R₁₀are each independently selected from a group represented by Formula 2, agroup represented by Formula 3, a hydrogen, a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group,—Si(Q₁)(Q₂)(Q₃), a phenyl group, a naphthyl group, a pyridinyl group, apyrimidinyl group, and a triazinyl group, wherein Q₁ to Q₃ are eachindependently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group,a phenyl group, and a naphthyl group:


14. The condensed-cyclic compound as claimed in claim 1, wherein thecondensed-cyclic compound is represented by one of Formulae 1-1 to 1-6:

wherein, in Formulae 1-1 to 1-6, X₁, L₁ to L₃, a1 to a3, Ar₁ to Ar₅, andR₁ to R₁₄ are the same as defined in claim
 1. 15. The condensed-cycliccompound as claimed in claim 1, wherein the condensed-cyclic compound isrepresented by one of Formulae 1-1(A) to 1-1(D):

wherein, in Formulae 1-1(A) to 1-1(D), X₁ is O or S, L₁ and L₂ are eachindependently selected from a phenylene group, a naphthylene group, apyridinylene group, a pyrimidinylene group, and a triazinylene group;and a phenylene group, a naphthylene group, a pyridinylene group, apyrimidinylene group, and a triazinylene group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a pyridinyl group, a pyrimidinyl group, and a triazinyl group;Ar₁ to Ar₄ are each independently selected from groups represented byFormulae 5-1 to Formula 5-43;

wherein, in Formulae 5-1 to 5-43, Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), orSi(Z₃₆)(Z₃₇); Z₃₁ to Z₃₇ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenylgroup, a pyrenyl group, a chrysenyl group, a pyridinyl group, apyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinylgroup, an isoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a carbazolyl group, and a triazinyl group; e2 is an integer of 1or 2, e3 is an integer selected from 1 to 3, e4 is an integer selectedfrom 1 to 4, e5 is an integer selected from 1 to 5, e6 is an integerselected from 1 to 6, e7 is an integer selected from 1 to 7, e8 is aninteger selected from 1 to 8, e9 is an integer selected from 1 to 9,and * is a binding site to a neighboring atom, R₁ to R₃, R₅ to R₈, andR₁₀ are each independently selected from a hydrogen, a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a pyridinyl group, apyrimidinyl group, and a triazinyl group.
 16. The condensed-cycliccompound as claimed in claim 1, wherein the condensed-cyclic compound isone of Compounds 1 to 100:


17. An organic light-emitting device, comprising a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode, the organic layerincluding an emission layer, wherein the organic layer includes at leastone type of the condensed-cyclic compound as claimed in claim
 1. 18. Theorganic light-emitting device as claimed in claim 17, wherein the firstelectrode is an anode, the second electrode is a cathode, the organiclayer includes i) a hole transport region between the first electrodeand the emission layer, the hole transport region including at least oneof a hole injection layer, a hole transport layer, a buffer layer, andan electron blocking layer, and ii) an electron transport region betweenthe emission layer and the second electrode, the electron transportregion at least one of a hole blocking layer, an electron transportlayer, and an electron injection layer.
 19. The organic light-emittingdevice as claimed in claim 17, wherein the emission layer includes thecondensed-cyclic compound.
 20. The organic light-emitting device asclaimed in claim 19, wherein the emission layer further includes acompound represented by Formula 301:Ar₃₀₁-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb2)  <Formula 301> wherein, in Formula 301,Ar₃₀₁ is selected from: a naphthalene, a heptalene, a fluorene, aspiro-fluorene, a benzofluorene, a dibenzofluorene, a phenalene, aphenanthrene, an anthracene, a fluoranthene, a triphenylene, a pyrene, achrysene, naphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and a naphthalene, a heptalene, a fluorene, aspiro-fluorene, a benzofluorene, a dibenzofluorene, a phenalene, aphenanthrene, an anthracene, a fluoranthene, a triphenylene, a pyrene, achrysene, naphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), wherein Q₃₀₁ to Q₃₀₃ are each independentlyselected from a hydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₆-C₆₀ aryl group, and C₂-C₆₀ heteroaryl group; L₃₀₁ is selected froma substituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group;R₃₀₁ is selected from: a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group; aC₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazole group, and a triazinyl group; and aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazole group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group; xb1 isselected from 0, 1, 2, and 3; and xb2 is selected from 1, 2, 3, and 4.